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$39 Find cheap flights from Chicago Midway Airport to North America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to North America departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 7/12
Fri 7/19

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Best North America Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$100
Los Angeles
Los Angeles1 stop$172
Orlando
Orlandononstop$74
Las Vegas
Las Vegasnonstop$38
Miami
Miaminonstop$70
San Francisco
San Franciscononstop$38
Boston
Boston1 stop$99
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$53
Seattle
Seattle1 stop$173
Atlanta
Atlantanonstop$37
Dallas
Dallasnonstop$50
Cancún
Cancún1 stop$257
Tampa
Tampanonstop$48
Houston
Houstonnonstop$84
Honolulu
Honolulu2 stops$592
Toronto
Torontononstop$231

Good to know

Low season

January

High season

March

Cheapest flight

$39
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago Midway Airport to Las Vegas

FAQs - booking North America flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to North America?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to North America.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to North America?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to North America from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to North America?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to North America with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to North America?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to North America from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to North America

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $72 one-way - $122 round-trip; Denver $53 one-way - $85 round-trip; Dallas $56 one-way - $90 round-trip
  • Morning departure is around 1% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Midway to North America

Need help choosing which airline to fly with from Midway to North America? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10000 reviews
8.6Crew
7.9Comfort
8.0Entertainment
7.4Food
8.2Boarding
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Due to mechanical problems it was delayed causing problems the actual flight. Was fune

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

The flight was early arriving. I love that when I go to collect my luggage, that there is no wait time luggage is on spinner waiting for me. There was no food served nor any entertainment. Seats are a little snug, front to back. But a quick flight.

Check in at LAX was terrible. Unbelievable lines. Chaos. The landing in Morelia was scary, with the plane fishtailing. If other airlines flew directly between California and Morelia, I would never fly Volaris again.

Viva Aerobus Is honesto the worst airline and I don't think I'll fly with them ever again.

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

Book cheap flights from Chicago to North America

Recent round-trip flight deals

10/1Tue
nonstopFrontier
3h 59mMDW-LAS
10/4Fri
nonstopFrontier
3h 34mLAS-MDW
$55
9/23Mon
nonstopFrontier
3h 59mMDW-LAS
9/25Wed
nonstopFrontier
3h 34mLAS-MDW
$56
10/5Sat
1 stopDelta
4h 34mMDW-EWR
10/8Tue
1 stopDelta
5h 03mEWR-MDW
$156
7/6Sat
nonstopDelta
1h 59mMDW-ATL
7/10Wed
nonstopDelta
1h 54mATL-MDW
$183
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
7/15Mon
1 stopAllegiant Air
10h 22mEWR-MDW
$230
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
7/14Sun
1 stopAllegiant Air
27h 29mEWR-MDW
$234
6/26Wed
1 stopPorter Airlines
6h 35mMDW-EWR
6/29Sat
1 stopPorter Airlines
9h 52mEWR-MDW
$446
6/26Wed
1 stopPorter Airlines
5h 20mMDW-EWR
7/3Wed
1 stopPorter Airlines
10h 27mEWR-MDW
$449
11/20Wed
1 stopVolaris
11h 40mMDW-MEX
11/24Sun
1 stopVolaris
12h 22mMEX-MDW
$453
7/25Thu
1 stopVolaris
13h 00mMDW-MEX
8/31Sat
1 stopVolaris
12h 52mMEX-MDW
$459

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Recent one-way flight deals

9/9Mon
nonstopFrontier
3h 59mMDW-LAS
$39
9/12Thu
nonstopFrontier
1h 56mMDW-ATL
$39
10/15Tue
1 stopDelta
5h 14mMDW-EWR
$78
7/6Sat
nonstopDelta
1h 59mMDW-ATL
$85
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$103
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$105
7/28Sun
1 stopVolaris
13h 00mMDW-MEX
$208
7/3Wed
1 stopPorter Airlines
6h 30mMDW-EWR
$226
6/30Sun
1 stopPorter Airlines
5h 50mMDW-EWR
$228
7/5Fri
1 stopVolaris
13h 00mMDW-MEX
$234

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Last minute flights from Midway to North America

Last minute flight, train and bus deals

6/17Mon
multi-stopFrontier
10h 08mMDW-ATL
6/19Wed
nonstopFrontier
2h 00mATL-MDW
$120
6/14Fri
multi-stopFrontier
11h 33mMDW-ATL
6/18Tue
nonstopFrontier
2h 00mATL-MDW
$132
6/14Fri
multi-stopAllegiant Air
10h 57mMDW-EWR
6/21Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
$337
6/14Fri
multi-stopAllegiant Air
10h 57mMDW-EWR
6/20Thu
multi-stopAllegiant Air
27h 29mEWR-MDW
$384
6/15Sat
multi-stopDelta
8h 09mMDW-EWR
6/19Wed
multi-stopDelta
3h 43mEWR-MDW
$411
6/16Sun
multi-stopDelta
4h 41mMDW-JFK
6/18Tue
multi-stopDelta
6h 13mJFK-MDW
$421
6/17Mon
multi-stopVolaris
13h 00mMDW-MEX
6/22Sat
multi-stopVolaris
12h 52mMEX-MDW
$689
6/17Mon
multi-stopVolaris
13h 00mMDW-MEX
6/24Mon
multi-stopVolaris
6h 46mMEX-MDW
$690
6/17Mon
multi-stopPorter Airlines
14h 00mMDW-EWR
6/20Thu
multi-stopPorter Airlines
6h 27mEWR-MDW
$708
6/15Sat
multi-stopPorter Airlines
6h 30mMDW-EWR
6/28Fri
multi-stopPorter Airlines
25h 37mEWR-MDW
$757

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Chicago Midway Airport - North America Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

North America - Chicago Midway Airport

Cabin classes:

$702
$630
$404
$37